The island diary
The next twelve events starting today or later, in date order. Find a reason to visit, then build a holiday around it.
Listings checked 16 Sep, 22:46.
Indoor · Newport
3 Oct 2026
“Free Family Art Drop-In with Laura Hathaway Get creative together in this free family drop-in session with artist…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Tour · Shanklin
6 Oct 2026
“Would you like to explore behind the scenes of Shanklin Theatre? Are you fascinated by its rich history?…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Literature · Cowes
8 Oct 2026 – 11 Oct 2026
“Isle of Wight Literary Festival in October A popular annual event in the Isle of Wight calendar, the…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Concert · Ventnor
9 Oct 2026
“The Serenata Guitar Trio are making their debut appearance on the Isle of Wight performing an evening of…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Heritage & History · Havenstreet, Ryde
10 Oct 2026
“Beer & Steam returns to Havenstreet on Saturday 10 and Sunday 11 October 2026, bringing together two great…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Music · Newport
10 Oct 2026
“Brooke Law Live at Quay Arts Centre Experience an evening of powerful live music as acclaimed singer-songwriter Brooke…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Tour · Park Road, Ryde
10 Oct 2026 – 11 Oct 2026
“Experience the charm of a classic bus journey Wightrider offers a variety of vintage buses for you to…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Music · COWES
11 Oct 2026
“The popular blues open mic where a full back line is provided - open to all ages and…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Indoor · Newport
11 Oct 2026
“Cat Video Fest at Quay Arts Calling all cat lovers! Settle in for a joyful cinema experience packed…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Music · Wroxall
11 Oct 2026
“Join us at the Isle of Wight Sanctuary for live music in the…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Health & Wellbeing · Ventnor
11 Oct 2026
“Hidden Gems: The Longstone Sound Journey Connect with the power of nature in this immersive Sound…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
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Workshop · Newport
11 Oct 2026
“Kinusaiga Textile Art Workshop at Quay Arts Discover the traditional Japanese textile art of Kinusaiga in this two-day…”
Event details & source ↗Dog-friendly 11 Breakwater sleeps six. Check dates and prices with Swysh.
Check availabilityListings and authorised event photos: Visit Isle of Wight. Dates may describe an event season; use the source for individual sessions, tickets and cancellation notices. Ongoing events that began before today are not included in this upcoming list.
OUR FEATURED STAY11 Breakwater · Sandown
This dog-friendly seaside home puts Sandown beach close by, with room for six and a hot tub waiting at the end of your day.